Preparation and synthetic applications of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals:: Asymmetric synthesis of (S)- and (R)-2-amino-2-methylbutanoic acids (Iva)

被引:39
|
作者
Avenoza, A [1 ]
Cativiela, C
Corzana, F
Peregrina, JM
Zurbano, MM
机构
[1] Univ La Rioja, Dept Quim Quim Organ, Logrono 26001, Spain
[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim Organ, E-50009 Zaragoza, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 22期
关键词
D O I
10.1021/jo990957o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This report describes an efficient and convenient large-scale synthesis procedure for (S)- and (R)-N-Boc-alpha-methylserinal acetonides (3 and 4) starting from (R)-2-methylglycidol 5. The application of both of these compounds as valuable chiral building blocks in the asymmetric synthesis of alpha-methylamino acids is also demonstrated by the synthesis of(S)- and (R)-isovalines (Iva) (6 and 7).
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页码:8220 / 8225
页数:6
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